Masochistic submission occupies a contested and generative space within depth-psychological literature, traversing the distance between clinical description, characterological analysis, and existential-philosophical critique. Fromm’s sustained treatment in *Escape from Freedom* remains the most architecturally ambitious engagement: he situates masochistic submission not as a mere sexual anomaly but as a socially conditioned flight from the burden of selfhood, a mechanism whereby the isolated modern individual surrenders freedom, identity, and decision-making to an overpowering external or internalized authority. The pathological logic is one of relief—relief from doubt, from responsibility, from the vertigo of existence. Hillman, approaching from archetypal psychology, resists the reductive pathologizing inaugurated by Krafft-Ebing’s taxonomic naming of masochism and insists the phenomenon carries a soulful, even thanatic dimension irreducible to clinical dysfunction. Herman provides the indispensable corrective from trauma studies, exposing how the diagnostic category ‘masochistic personality disorder’ was historically weaponized against battered women, naturalizing the victim’s submission as character rather than coerced adaptation. Rank grounds masochistic comportment in the birth trauma and its affective re-valuation. Abraham illuminates the clinical phenomenology through dream-states and hysterical pleasure-in-suffering. Together, the corpus reveals a term at the intersection of drive theory, social psychology, feminist critique, and archetypal speculation—its stakes nowhere less than the question of whether self-annulment is pathology, escape, soul-work, or ideological compliance.